SCORODOPHLONE A, A NOVEL ALKYLSULFONE FROM THE SEEDS OF SCORODOPHLOEUS ZENKERI. HARMS

A novel alkylsulfone, scorodophlone A 1, from the seeds of Scorodophloeus zenkeri Harms, has been assigned the structure 6-(methylsulfonyl)-1,2,3-dithiazinan-4-one on the basis of its spectroscopic properties. The known compounds α-sophoradiol (12-oleanene-3β,22α-diol), lupeol and sitosterol were also obtained. KEY WORDS: Scorodophloeus zenkeri, Caesalpiniaceae, Scorodophlone A, Pentacyclic triterpene, Phytosterol Bull. Chem. Soc. Ethiop. 2006, 20(1), 173-176

Acridone Alkaloids and Coumarins from the Stem Bark of Citropsis articulata (Rutaceae)

Meva'a LM, Songue JL, Wansi J, et al. Acridone Alkaloids and Coumarins from the Stem Bark of Citropsis articulata (Rutaceae). Zeitschrift für Naturforschung B. 2010;65(4):525-527.A new acridone alkaloid, citropsine A (1), and thirteen known compounds (2-14) were isolated from the MeOH extract of the stem bark of Citropsis articulata. Structures of all compounds were determined by detailed analyses of their ID and 2D NMR spectra, mass spectrometric data and by comparison with previously known analogs

A rotameric tryptamide alkaloid from the roots of Vepris lecomteana (Pierre) Cheek & T. Heller (Rutaceae)

Kouam ADK, Kenmogne SB, Lobe JS, et al. A rotameric tryptamide alkaloid from the roots of Vepris lecomteana (Pierre) Cheek & T. Heller (Rutaceae). FITOTERAPIA. 2019;135:9-14.A rotameric tryptamide alkaloid (1a-1b) was isolated from the methanolic extract of the roots of Vepris lecomteana together with the known compounds anhydroevoxine (2), lecomtequinoline C (3), evoxine (4), N-methylflindersine (5), evoxanthine (6), hesperidin, lupeol, beta-sitosterol and stigmasterol. The previously not reported 7-(3-anilino-2-hydroxyprenyloxy)-8-methoxydictamine (2a) was obtained by opening the epoxide of anhydroevoxine (2). The structures of above compounds were determined by comprehensive spectroscopic analyses of 1D and 2D NMR, EI-/ESI-MS, X-ray crystallography and comparison with the reported data. At room temperature, H-1 and C-13 NMR spectra show two rotamers (1a and 1b) with integrated intensities of 2/3, whereas at around 60 degrees C, only the 1b conformer was observed. Furthermore, the crystal structure of 1 was determined by the direct method of single crystal X-ray diffraction. The suggested biosynthesis for the formation of the new rotameric tryptamide alkaloid 1 is presented. Some of the isolated compounds (1, 2 and 2a) were tested in vitro against bacteria, resulting in weak for (1 and 2) to moderate activity for (2a) against Micrococcus Mulls and Escherichia coli with MIC values of 15.3 and 15.3 mu g/mL, respectively

New anthraquinone derivatives from the stem barks of Morinda lucida Benth

Ekon JPL, Zra T, Songue JL, et al. New anthraquinone derivatives from the stem barks of Morinda lucida Benth. Phytochemistry Letters. 2020;39:94-98.Three new anthraquinone derivatives including (2S, 3R)-1,2,3,4-tetrahydro-2,3,6-trihydroxy-2-methylan-thracene-9,10-dione (1), 3,6-dihydroxy-1,2-dimethoxyanthraquinone (2) and 1,6-dihydroxy-2-hydroxymethyl5-methoxyanthraquinone (3) together with thirteen known compounds including eleven anthraquinones and two triterpenes were isolated from the methanolic crude extract of the stem barks of Morinda lucida. The structures of the new compounds were unambiguously elucidated on the basis of modern NMR spectroscopic methods, as well as by high-resolution mass spectrometry. The known compounds were identified on the basis of their spectral characteristics and by comparison with literature data. The antimicrobial activities of (2S, 3R)1,2,3,4-tetrahydro-2,3,6-trihydroxy-2-methylanthracene-9,10-dione (1), the methanolic crude extract and its fractions were evaluated against five bacteria and four fungi. The lowest values of the MIC (256 mu g/mL) were recorded on Candida parapsilosis, Cryptococcus neoformans for the methanolic crude extract and on Salmonella typhi for the ethyl acetate fraction

The chemistry and biological activities of Citrus clementina Hort. Ex Tanaka (Rutaceae), a vegetatively propagated species

We report the chemistry and biological activities of a Cameroonian Citrus clementina Hort. Ex Tanaka, a vegetatively propagated species. The compounds isolated from this plant were determined to be the known 5-hydroxy-6,7,8,3’,4’-pentamethoxyflavone (1), tangerine (3), nobilletin (4), 5,7,8,4’-tetramethoxyflavone (5), citracridone I (6), 5-hydroxynoracronycine (7), citracridone III (8), xanthyletin (10), suberosin (9), E-suberenol (11), E-methoxysuberenol (13), 6-formylumbelliferone (12), aurantiamide acetate (2), limonin (14), stigmasterol, β-sitosterol and β-sitosterol-3-O-β-D-glucoside. The structures of the compounds were established on the basis of their NMR spectroscopic data and comparison with published data. Methanol leaf extract and compounds 1, 2, 4, 6, 7 and 10 were evaluated for their anti-inflammatory, antioxidant, urease and anti-diabetic effects. Compound 10 showed antioxidant activity, anti-inflammatory effect, urease activity and anti-diabetic activity with IC50 values of 47.3 µM, 33.5 µM, 25.2 µM and 33.9 µM respectively, values that were comparable to the respective positive standards

Bioactive constituents from Manilkara obovata (Sabine & G.Don) J.H.Hemsl.

Akosung E, Kenmogne SB, Lobe Songue J, et al. Bioactive constituents from Manilkara obovata (Sabine & G.Don) J.H.Hemsl. Natural product research. 2020:1-10.The phytochemical investigation of the methanolic extracts of roots, stem bark, leaves and twigs of Manilkara obovata has led to the isolation of one new friedelane triterpene, lacefriedelic acid or 3beta,23-dihydroxy D:A-friedooleanan-28-oic acid (1) and one new prenylated xanthone, lacexanthone or 4,7-dihydroxy-2,3,3,9,9-pentamethyl-2,2-dihydrofurano[2,3-a]pyrano[2,3-i]xanthen-13(9H)-one (2) alongside twenty-four known compounds. Compounds 1-11 are reported here for the first time from the genus Manilkara. The structures of all compounds were determined by spectroscopic analyses and X-ray crystallography. The methanolic extracts of twigs and leaves showed anti-oxidant activity of 93.2 and 91.1%, respectively, at 100g/mL when measured by DPPH (2,2-diphenyl-1-picryl-hydrazyl-hydrate), while the twig extract displayed 86.3% at 100g/mL against the urease inhibition assay. Some isolated compounds (1-4, 15 and 20) showed significant to moderate anti-oxidant activity and urease inhibition assay. It is estimated that significantly active anti-oxidants and urease inhibitors metabolized by the plant may find future application in food industry